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Tara and I spent the rest of the weekend together hanging out. I'd taken Monday off to spend as much time as possible with her, and all too soon it was Monday afternoon, and I was dropping her off at the airport with one last hug before she got into the line to go through security.
Her last words to me had been, "I love you, can't wait to meet your boyfriend," with a mischievous smile on her face.
I wondered how that smile would have changed if I'd told her, "Why, you've known him your whole life..."
Well, that was a problem for another day. She wasn't planning another trip home until Spring Break, and she might change her mind and go somewhere with her friends. No sense borrowing trouble, I'd worry about all that later. Now I had to decide how I was going to handle the Lisa situation. She'd responded to my text, and we had dinner plans at a sushi place not too far from my house. I'd let Oliver know we were getting together, but past that I had no idea what to do next.
I spent a sleepless night and had a pretty unproductive day at work. I couldn't even decide what to wear. I finally just gave up and decided to stay in the slacks and blouse I'd worn to work. It wasn't like this was a date or anything. Just dinner with a friend, right? That's what I'd have worn if Pam and I were meeting for dinner.
Lisa was already at the restaurant when I arrived, she'd found a booth and flagged me down as soon as I walked in. She got to her feet and gave me a big hug and then we both sat back down.
We made small talk about what had happened the rest of our New Year's weekend until the waitress arrived with two bowls of Miso soup. We placed our orders and resumed chatting. If Lisa was as nervous as I was she was certainly better at hiding it. I don't think I'd ever been happier to see a plate of food when the waitress arrived with my sashimi and dragon rolls. The restaurant filled up as we ate, and almost every table was filled by the time we were done eating.
I don't think I'd ever felt claustrophobic, but the restaurant was making me feel like the walls were closing in surrounded by all these people. The waitress stopped by to see how we were doing, and I immediately asked for the check.
Lisa looked surprised.
"Is everything OK?"
"Yes, I mean no, I mean..." I looked around the room feeling like a caged animal.
"We really need to talk," I admitted, "but I just can't do it here. Would you... would you mind coming back to my place?"
"Sure, I mean, I don't mind, that sounds like a great idea."
The waitress returned with our bill and Lisa took it before I could react, glanced at it, then fished some bills out of her purse.
"Keep the change," she said with a smile and got to her feet.
"Ready?" she asked, extending a hand to me.
I nodded and got to my feet, and we made our way to the parking lot. She followed me back to my house and then into my living room. We sat on the couch, and I tried to calm my nerves. I was tempted to get a drink, but the last thing I wanted was alcohol clouding my judgement again.
Lisa broke the silence.
"Are you sure you're, ok?"
"Not really," I admitted, before continuing, "My life has gotten a little... crazy the last few weeks. Long before New Year's Eve. I thought I was handling things, and now I'm not so sure. After my divorce, I hit a rough patch, but then... well... I thought I had it figured out. Thought I knew how things were going to go. Then I met someone and... well... I sort of realized how things could be. I was still sorting that out when we met and... well... it complicated things."
"I'm really sorry, I didn't mean to..."
"It's OK, nothing to be sorry about. I'm really glad it happened, that we met, everything. It's just now... I don't know how anything fits anymore."
She nodded slowly, "Yeah... I feel that way too. I mean, I've always sort of done what people expected. But my ex talking about threesomes sort of... lit a fire, I guess. Got me thinking about things. Then, on New Years, well, I thought that was my chance to find out. And I did, and I liked it. I've been thinking about that constantly since then, that I've really missed out on things."
"I think I have too... but then... I don't know how much you heard of my conversation with Pam the other day..."
"Most of it I think."
"Well, that sort of added a new problem. I know how vulnerable someone can be in your situation, and I started wondering if going any further would-be taking advantage of you. On top of my angst about my boyfriend."
She reached out, placing a hand gently on my cheek.
"I appreciate your concern, and that you are concerned is one of the reasons I think you are so wonderful. You're just a good person, but I can make my own decisions. Pam was right, I'm a little fragile right now. I'm not going to deny that. But I've made up my mind, I want to see what being with another woman is really like. I'd like to discover that with you, but if you aren't ok with that. Then I hope we can still be friends."
I looked up at her, not sure of what to say. Her hand slid back along my cheek until it was behind my head, she began leaning in and her hand started to draw me towards her. Slowly, gently but inexorably towards her. I closed my eyes and just let go. Our lips met, not with the manic press of our first kiss but in a more measured, but somehow more passionate way. It really shouldn't matter, lips are lips, skin is skin... but it was so different than anything I'd felt before.
We were like two high schoolers making out for the first time. Enjoying every moment of it, but not ready to go past first base yet. So enamored with the newness of it all that there was no reason to go any further yet. I'd lost all track of time when Lisa finally pulled back, ending our kiss. Her forehead rested gently on mine, and she smiled.
"I've definitely been missing out," she said with a mischievous grin.
I couldn't help but laugh.
"You're not the only one."
A hand found its way to my breast, resting gently on it.
"If you're ready, if you're comfortable... I think I want to see what else I've been missing."
I put my hand on hers and gave it a little squeeze.
"I am, but not here."
Standing up, I offered her a hand, and she got to her feet as well. Wordlessly, I led her back to my bedroom. Stopping next to my bed I began to unbutton my blouse. Lisa pulled her sweater over her head, exposing a light blue lace bra. She had jeans off, revealing a matching pair of panties while I was still fumbling with buttons on my blouse. Moving closer she began working on my pants as I finally managed to focus enough to finish with the blouse. My pants were sliding over my hips as I tossed the blouse aside.
We stood there in just our underwear for a moment, then Lisa unclasped her bra. I found myself staring at her breasts. What a fool her ex was I thought as I reached out, placing a hand on her left breast. Cupping it gently, savoring the feel of it in my hand. Moving closer, lowering my head to her right breast, kissing it, then taking her hardening nipple into my mouth. Maybe there was something to men's obsession with breasts I realized as I teased her nipple. Unfortunately, I was at something of an odd angle and after a few minutes I had to step back and straighten up. I took the opportunity to remove my own bra, while Lisa removed her panties. I followed suit, then climbed onto the bed.
Lisa snuggled in close to me, and we began to kiss again. This time both our hands roamed. Exploring each other's bodies, the feel of her was so different than Oliver. As I contemplated that Lisa shifted, guiding me onto my back. She began kissing down my neck, finding her way to my breasts. I gently caressed her back as she worked her way down to my breasts. Her mouth found one nipple and her hand the other. For a complete novice she was doing an amazing job, but I quickly realized this wasn't what I wanted, at least not what I wanted right now.
Stretching my arm out I managed to open my nightstand. I fished around until I found my prize, then with my other hand I gently pushed Lisa away. She released my breasts and looked up, a mixture of confusion and worry on her lovely face.
"It's fine, it was amazing, but it's my turn."
She rolled onto her back, a smile on her face now. I resisted the temptation to explore her breasts more, there would be time for that later, I was sure. I was a woman on a mission, and I moved between her legs. I admired her vulva for a moment; this was the closest I'd ever been to another woman. I faltered, unsure of what to do next, then it hit me. Just do what Oliver does and see what happens.
I ran my tongue slowly along her opening and I was rewarded with a gasp. She spread her legs wider. I tucked my little surprise into the blanket at my side and slid my hands under her bottom, squeezing it as I gave her another lick. Pressing forward, adding pressure until my tongue was entering her. Trying to remember all the things Oliver had done to me, I kept pleasuring her. Feeling I had a sense of what I was doing and what she liked, I reached back and found my little toy. Shifting up just a bit, I began to slowly slide it inside her and was rewarded as her moans increased in intensity. I turned the dial on the back, and it began to buzz, vibrating inside her.
Her hand started slapping the bed.
"Uhh... yes... yes..." she moaned.
Flipping the dial to high, trying to work my tongue faster as I felt her body starting to shake. Suddenly she let out a scream and her hips bucked, slamming into my face. I let out my own cry, mine of pain as the impact made me bite my tongue.
The vibrator had slid out as well, and I grabbed it and turned it off.
Lisa was breathing heavily, staring at the ceiling, each hand was twisted into the sheets, grasping a handful, as she breathed heavily.
"Are you ok?" I managed to ask through my swollen tongue.
She nodded slowly, still catching her breath. Tasting blood in my mouth, I slipped off the bed and went into the bathroom to investigate. I rinsed my mouth out and examined myself in the mirror. It didn't appear that I'd done any real damage, I made a quick trip to the kitchen and returned with a couple of glasses of ice water, and an ice cube in my mouth hoping the cold would help with the swelling.
Lisa was still on her back, but her breathing was back to normal. She turned to look at me as I came back into the room.
"I... I think I just had my first orgasm," she said.
"Really?"
"Yeah... I thought I had before but... it's never been like that."
She sat up and took the glass taking a long drink while I considered what she'd just said.
I took a drink and let the ice cube fall back into the glass.
"But surely you've masturbated?"
"Yeah, usually when I'm cramping during my period. It really seems to help relax things, but... that's more of a... release... like my body just relaxes, it feels good, but everything is sort of draining away. This was something different. Like I was exploding. God, it was incredible."
She was staring at my water glass, and I looked down and realized it had a reddish tinge.
I shrugged, "I sort of bit my tongue."
"You mean when I..."
"Yeah."
"Oh my God, I'm so sorry... I didn't mean to."
I couldn't help but laugh, "I know, I'm still wondering which of us was more surprised."
She joined in my laughter, then set her glass down and extended her hand. I moved closer, setting my own glass on the nightstand and then sitting down beside her on the bed. Lisa put her arm around me, then rested her head on my shoulder.
"It really was incredible though..."
"Thank you," she said.
I turned my head to look at her.
"For what?"
"For this, for tonight, for everything really. For not freaking out on New Years when I was an idiot."
"You weren't an idiot, just a little drunk. It's a subtle difference."
She laughed, "either way thank you."
"You're welcome and thank you. I'm not sure I ever would have tried this without a little nudge, and I'm glad I did."
"Me too."
Her hand was on my stomach now; she paused her caressing for a moment.
"I really need to ask you something though."
"Of course, what?" I replied.
"What happens now?"
"Well, at some point I need to find my phone and text my boss. It's really late and I'm not going to work tomorrow."
"Mmmm, so we can spend all day tomorrow like this?"
"Probably need to stop for food sooner or later, but otherwise, why not?"
"That sounds wonderful, but it's not really what I meant."
I placed my hand on hers.
"What did you mean?"
"What happens with us, tomorrow does sound wonderful, but the day after? Next week? We both wanted to try this. Now that you have?"
I couldn't help but laugh a little, but seeing the pained expression on her face erased any humor. I gave her hand a squeeze.
"I'm sorry, I wasn't laughing at you it's just... well I think it was Mark Twain who said history doesn't repeat, but it rhymes. My life is definitely rhyming right now."
I paused considering how to continue.
"I had a very similar conversation with my boyfriend not that long ago. When we first got together it was unexpected, and I wasn't really sure what he wanted. Was it just a fling? Fulfilling a fantasy? Something else? It's hard to figure out sometimes."
"Fulfilling a fantasy?" Lisa replied, her tone making the statement a question.
"It's... complicated."
"You don't have to tell me anything you don't want to."
I gave her hand another squeeze.
"Let's just say he's a lot younger than me, younger than you for that matter. And I've known him for a long time."
It was her turn to laugh and between giggles she managed to say, "well, here's to you Mrs. Robinson."
I couldn't help but laugh myself. At least there was no risk of him trying to run off with my daughter.
"That's pretty close I suppose."
"Now I'm really curious, am I ever going to get to meet him?"
"We probably need to figure us out first."
"Yeah, I guess we do."
I closed my eyes, thinking about her, about Oliver, how quickly things had changed.
What did I really want? Was there really any kind of future with him? God knows what his family would say if they ever found out, and eventually they would.
And Lisa...
I opened my eyes and shifted to look at her, giving her hand another squeeze.
"For us, I'm not sure of a lot. I really like you, I think you're amazing. If New Years hadn't ended that way I'd still have wanted to be friends. So, there's that. And I've really enjoyed our... intimacy. I'm not giving up on men, but there's a lot more I'd like to explore, and I'd like to do that with you."
Her hand began to caress my stomach again.
"That's a good start, part of the reason I started thinking about you as... more than a friend was because I'd already started thinking of you as a friend. I don't think this would feel the way it does if I didn't already care about you. If that makes any sense."
"I think it does. The whole random hookup thing was never appealing to me."
"And, to be completely honest, I don't think I'm giving up on men either. I picked the wrong one the first time, but it's worth another try."
With that she rolled off the bed and started searching through out discarded clothes. She managed to locate both our phones and handed me mine before she began texting.
"There, my boss knows I'm not coming to work," she announced with a satisfied smile.
I began texting my boss while Lisa got back into bed.
"Mine too."
"Something else I've been thinking about."
"What's that?"
"Well, I know you are struggling a little with your sense of... propriety I guess is the best word. About sharing things with your boyfriend."
"Yeah," I admitted, "it's a strange situation for me."
"Well, I want you to know you have my permission to tell him everything."
"Everything?"
"Absolutely, anything I've ever said or done he can know about. I don't want you to feel you have to keep any secrets on my account."
"You're sure?"
"I am, male fantasies aside, he's been very understanding it seems, so I owe him that much."
"I don't think he'd feel that way, that you owed him I mean."
"Well, I feel like I owe him, and you did say he was curious about what I looked like?"
I couldn't help but smile, "Yeah, he is."
She took my phone from my hand opened the camera and extended her arm.
"Smile," she announced before snapping a picture of us.
Then she adjusted the angle and snapped another, this time instead of just our heads and shoulders our breasts were in full view.
"You can send him either one you want to," she said with broad smile.
I watched as she lay back beside me, still holding my phone, looking at the picture she had just taken. Her expression changed, the smile slowly fading, turning serious.
"Everything ok? You can just delete it."
"No, I mean I'm all right, but I don't want to delete it. It's fine if you don't want to send it to him, I wouldn't expect you to send that kind of picture if you didn't want to. But it just sort of hit me. I've never taken a picture like that, naked. And... I'm not sure how I feel about it. It's both like really scary and really exciting at the same time.
"He wouldn't show it to anyone else, so you don't have to worry about that, and it is kind of exciting, isn't it?"
"Yeah, I was thinking, about what you said before, about him fantasizing about us. Whichever picture you send, he's going to, isn't he?"
"I'm sure he will."
"I'm probably sounding crazy, but that's just so exciting to me right now."
"Not crazy at all, everybody wants to be desired, there's something a little magic in being part of a fantasy," I responded before ending with an involuntary yawn.
I took the phone from her hand, sent a quick text then set it on charger.
"There, sent."
"Really? Which one."
"I'll tell you in the morning."
With that Lisa snuggled against me and we both drifted off to sleep.
It seemed both my younger lovers were early risers, and I woke up to an empty bed. There was a text from Oliver, a gif of a cartoon wolf from the looney toons with his eyes bulging out and his heart thumping through his chest. Laughing I put the phone back down and took quick shower.
Feeling refreshed I put on a robe and went looking for Lisa. She was in the kitchen, wearing my silk kimono and hard at work making breakfast.
"How do you like your eggs?" she asked as I say down at the bar.
"Over easy?"
She turned back to the counter, and I watched the hem of the kimono twirl. It was definitely too short for her, leaving a few inches of her bottom exposed. I couldn't help but wonder what effect that would have on Oliver. Having him sitting here next to me, trying to play the gentlemen and not look.
What would it be like if they met? I'd told Oliver I wasn't the jealous type, but now I wasn't so sure. If I was being honest, the two of them made more sense as a couple than me with either of them. Was that what I was worried about? It wasn't an unreasonable fear. If Oliver was serious about our relationship at some point, he was going to have to tell the rest of his family. Then the fur would really fly. With Lisa they'd be thrilled to meet her, they'd have their whole lives ahead of them.
"How's that look?"
Lisa's question brought me back and I looked down to see a couple of eggs and some bacon on the plate in front of me.
"Looks great, thank you."
"You're welcome," she said before taking a seat next to me with her own eggs and bacon.
We ate in silence for a few minutes, then between a mouthful of eggs Lisa asked, "Which picture did you send?"
"Both," I admitted, "and I think he really liked them."
She smiled in response, "I've been thinking about that all morning."
"Me too," I confessed.
The rest of the day flew by, with Lisa and I both in and out of my bed. I had thought Oliver was insatiable, but Lisa seemed to be making up for lost time and leaving me exhausted in the process. We had Chinese delivered for dinner and when she left afterwards I was ready for bed. I straightened up a bit, took a long hot shower and climbed into bed. I texted Oliver.
"How was your day?"
The response popped up instantly.
"Not as good as yours I'll bet."
I hesitated, not sure how to respond.
"You're sure you're OK with this?"
"Of course."
OK, good night. I love you."
"Love you too."
As I'd feared work was awful. Catching up from a sick day was never fun, and being distracted by thoughts of Lisa and Oliver wasn't helping. I should be having the time of my life, instead I was stressing myself out and second guessing every decision I'd made for the last several weeks. I was just getting into the car to drive home when my phone dinged with a text from Oliver.
It was a picture of a coupon from his book from Christmas, below it just said," Free on Saturday?"
"Sure, what did you have in mind?"
"It's a surprise!"
Of course it was, just what I needed, more uncertainty in my life. Putting "Anything you want for 12 hours" had seemed like a cute idea at the time. Now I wasn't sure I was prepared for it.
The next three days dragged by and I exchanged texts with both my lovers about more PG rated topics. I resisted the temptation to try and get more details from Oliver about Saturday.
When I got home from work on Friday there was a package on my doorstep. Inside was a trench coat and a note.
"Wear your Christmas present, the black one, under this. 3524 Market St Room 314 7pm"
A little over 24 hours later it was 6:45 and I was sitting in the parking lot of an Embassy Suites wearing a trench coat and filled with trepidation. I hurried across the parking lot and into the lobby, hoping no one would notice me, and if they did they wouldn't notice the leather cuffs around my wrists. I'd slid them as far as I could up under the sleaves, but it didn't' feel far enough. Luck was with me, the man at the counter was busy checking in a family and I made it to the elevator without him looking up. The door opened as soon as I hit the call button, and my luck held as I got out on the third floor to an empty hallway. I found room 314 and the door was cracked open. I knocked and was greeted by an oddly modulated voice.
"Come in."
I opened the door, the only light seemed to be what was coming in from the hallway behind me.
"Close the door behind you."
It had to be one of those weird voice changers, but it had to be Oliver, didn't it? I mean what are the odds someone else would be doing this? I closed the door, and my eyes adjusted to the darkness. There seemed to be a dim light ahead of me, where the bed should be.
"Go to the bed."
I walked towards the light and sure enough I could just make out the hotel bed. As I stopped beside it there was a click and lights came on. They were on tripods, two seemed to be just beyond the foot of the bed and a third to the far side. They weren't terribly bright, but I couldn't see past them in the darkness.
"Take off your coat."
I unhooked the belt and began to unbutton it. Trying to get into the groove, to calm down and act sexy. I slowly opened it, slipping it off my shoulders and letting it fall to the floor.
"Play with your breasts."
I began to touch them, cupping them at first, massaging them. Then playing with my nipples, feeling them harden as my arousal got the better of my nerves.
"Open the red package on the nightstand."
I turned around, still playing with my breasts, I hadn't noticed them in the darkness but with the lights on I could see three packages on the nightstand, red, blue, and green. Red was a small gift bag, and I picked it up, removing the tissue paper was a small jewelry box. It opened with a snap to reveal two small purple... I stared at them for a moment not sure what I was looking at then I realized what they were. Nipple clamps.
"Put them on."
I clipped one to each nipple. It was a strange mix of pleasure and pain as they dangled from my breasts. Then I pushed the buttons on the bottom, and they began to vibrate. I let out a small squeal as an entirely new sensation ran through my body. I turned back around to face him, hands on my breasts caressing them as the clamps buzzed away.
"Lay down on the bed, play with your pussy."
I made myself comfortable, then slid the leather of the teddy to the side, exposing myself for him. Running my finger over my opening, feeling my body respond, all nervousness gone. Spreading my legs, my finger pressing in finding my clit, rubbing it in slow circles. My free hand returned to my breasts, putting on a show for him now. I was soon lost in the moment when he spoke again.
"Open the blue package."
I rolled onto my side and reached for the package, another small gift bag. This time the tissue paper was hiding a glass vibrator. It was made from clear glass, about 6 inches long with a realistic head, then down the smooth shaft there was a blue ridge spiraling around it like a candy cane. I turned the dial at the base, and it began to buzz in my hand. I ran my tongue along the base of the shaft and up to the tip, then moved it down my body, pressing it against my vulva, feeling the vibrations for a moment. Then, adjusting my grip I began to press it into me. The cool glass slowly sliding in, until it was deep inside me. My nipples were throbbing and the feel of the vibrator inside me now was making it hard to focus. I began to slowly work it in and out. I went on for several minutes, resisting the urge to bring myself to orgasm. I knew he wanted more; he wasn't ready for that yet. But my resolve was fading when he spoke again.
"Open the green package. Leave it inside you."
Doing as I was told I stretched out and grabbed the last package. I opened it to find a black leather blindfold.
"Put it on."
I followed his instruction.
"Move to the end of the bed, on your stomach, feet on the floor."
I moved carefully down the bed, rolling onto my stomach, my feet on the floor as he'd commanded.
"Put your hands over your head."
As I followed his instruction, I felt his hand grab my left hand, stretching out my arm, then a metallic snap. He repeated the process with my other hand, and I pulled gently at my restraints. I heard him moving, then a hand on my ankle, pulling my leg gently to the side, then another click. A minute later my other leg was also secured to the bed.
His strong hands began to caress my bottom, and I let out a moan of pleasure at his touch. His fingers slid down, and he took hold of the vibrator, slowly working it in and out of me with one hand as the other continued to massage my bottom. I let out another shiver as his finger slid between my cheeks for a moment. Then it disappeared, for a moment before returning. This time it was slick with lube, and I felt him pressing against me, slowly working his finger into my bottom as he continued to fuck me with the vibrator. It was soon inside me, and he was working it in and out in rhythm with the toy in my pussy. I let out a disappointed gasp as he slipped the finger out. Then both hands were on my ass, spreading my cheeks and I felt the tip of his cock pressing into my sphincter. Slowly entering me. The nipple clamps were pressed into the bed still humming away in tune with the vibrator as his cock went deeper and deeper inside me. He was completely inside me and began a slow steady thrust. His hands holding my hips as he fucked me. Without warning he gave me a quick spank, then another, alternating cheeks as he did.
I let out a moan.
"You like that, don't you."
It was his normal voice now.
"Yes, yes I do."
"You've been a naughty girl, haven't you."
"Oh, yes very naughty."
"Who's naughty girl are you?"
"Your naughty girl."
"What does my naughty girl want?"
"I want you to fuck me," I moaned, "I want you to fuck your naughty girl. I want you to fill me with your cum."
My own orgasm arrived, and I fought back the urge to scream, burying my face in the sheets as I moaned in pleasure.
He let out a grunt and I felt his body spasm. He was leaning against me hands back on my hips, steadying himself. Oliver moved back, and his softening cock slipped free. He reached down, turning the vibrator off before sliding it out of me. He made short work of the cuffs, and I rolled over onto my back and unclipped my nipples. I removed the blindfold and watched as he disappeared into the bathroom. He returned with a washcloth and cleaned my bottom before laying down beside me.
"Well, I certainly wasn't expecting that," I admitted.
He grinned, "I hope you liked it, I mean I do have 11 more hours."
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